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MedKoo Cat#: 412612 | Name: Veratrine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Veratrine is a mixture of alkaloids, primarily veratridine and cevadine, extracted from the seeds of Schoenocaulon officinale (sabadilla) and other Veratrum species. It acts as a neurotoxin by persistently activating voltage-gated sodium channels, leading to prolonged depolarization and excessive nerve excitation. Veratrine has been used historically as an insecticide and in research to study ion channel pharmacology.

Chemical Structure

Veratrine
Veratrine
CAS#62-59-9

Theoretical Analysis

MedKoo Cat#: 412612

Name: Veratrine

CAS#: 62-59-9

Chemical Formula: C32H49NO9

Exact Mass: 591.3407

Molecular Weight: 591.74

Elemental Analysis: C, 64.95; H, 8.35; N, 2.37; O, 24.33

Price and Availability

Size Price Availability Quantity
10mg USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
Veratrine; Cevadin; Cevadene; NSC 93767
IUPAC/Chemical Name
(3S,4S,4aS,6aS,6bR,8S,8aS,9R,9aS,12S,15aS,15bR,16aR,16bS)-4,6b,8,8a,9,15b-hexahydroxy-9,12,16b-trimethyldocosahydro-2H-4,16a-epoxybenzo[4,5]indeno[1,2-h]pyrido[1,2-b]isoquinolin-3-yl (Z)-2-methylbut-2-enoate
InChi Key
DBUCFOVFALNEOO-HWBIYQLFSA-N
InChi Code
InChI=1S/C32H49NO9/c1-6-18(3)25(35)41-24-11-12-26(4)19-8-9-20-28(37)13-23(34)31(39)21(29(28,38)16-30(20,26)42-32(19,24)40)15-33-14-17(2)7-10-22(33)27(31,5)36/h6,17,19-24,34,36-40H,7-16H2,1-5H3/b18-6-/t17-,19-,20-,21-,22-,23-,24-,26-,27+,28+,29+,30+,31-,32-/m0/s1
SMILES Code
C/C=C(C(O[C@H]1CC[C@]2([C@@H]3CC[C@H]4[C@@]5(C[C@@H]([C@]6([C@H]([C@@]5(C[C@]24O[C@]13O)O)CN7C[C@H](CC[C@H]7[C@]6(O)C)C)O)O)O)C)=O)/C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 591.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kasai S, Ogawa N, Takagi M, Takahashi Y, Makino K, Arita H, Takahashi H, Yoshizawa K. Fentanyl Analogs Exert Antinociceptive Effects via Sodium Channel Blockade in Mice. Biol Pharm Bull. 2024;47(4):872-877. doi: 10.1248/bpb.b24-00048. PMID: 38658360. 2: Bertaud A, Cens T, Chavanieu A, Estaran S, Rousset M, Soussi L, Ménard C, Kadala A, Collet C, Dutertre S, Bois P, Gosselin-Badaroudine P, Thibaud JB, Roussel J, Vignes M, Chahine M, Charnet P. Honeybee CaV4 has distinct permeation, inactivation, and pharmacology from homologous NaV channels. J Gen Physiol. 2024 May 6;156(5):e202313509. doi: 10.1085/jgp.202313509. Epub 2024 Apr 1. PMID: 38557788; PMCID: PMC10983803. 3: Mohammed ASA, Mohácsi G, Naveed M, Prorok J, Jost N, Virág L, Baczkó I, Topal L, Varró A. Cellular electrophysiological effects of the citrus flavonoid hesperetin in dog and rabbit cardiac ventricular preparations. Sci Rep. 2024 Mar 27;14(1):7237. doi: 10.1038/s41598-024-57828-y. PMID: 38538818; PMCID: PMC10973458. 4: Leynse AK, Mudge EM, Turner AD, Maskrey BH, Robertson A. Gambierone and Sodium Channel Specific Bioactivity Are Associated with the Extracellular Metabolite Pool of the Marine Dinoflagellate Coolia palmyrensis. Mar Drugs. 2023 Apr 15;21(4):244. doi: 10.3390/md21040244. PMID: 37103383; PMCID: PMC10143066. 5: Huo X, Ma H, Zhu H, Liu J, Zhou Y, Zhou X, Liu Z. Identification and pharmacological characterization of the voltage-gated potassium channel Shab in diamondback moth, Plutella xylostella. Pest Manag Sci. 2023 Mar;79(3):1251-1260. doi: 10.1002/ps.7300. Epub 2022 Dec 7. PMID: 36418849. 6: Norris EJ, Bloomquist JR. Sodium channel-directed alkaloids synergize the mosquitocidal and neurophysiological effects of natural pyrethrins. Pestic Biochem Physiol. 2022 Aug;186:105171. doi: 10.1016/j.pestbp.2022.105171. Epub 2022 Jul 9. PMID: 35973763. 7: Macías-Carballo M, Rosas-Navarro S, López-Meraz ML, Beltran-Parrazal L, Morgado-Valle C. Anxiolytic effect of chronic intake of supplemental magnesium chloride in rat. Behav Brain Res. 2021 Sep 10;413:113460. doi: 10.1016/j.bbr.2021.113460. Epub 2021 Jul 10. PMID: 34252502. 8: Yamada D, Takahashi J, Iio K, Nagase H, Saitoh A. Modulation of glutamatergic synaptic transmission and neuronal excitability in the prelimbic medial prefrontal cortex via delta-opioid receptors in mice. Biochem Biophys Res Commun. 2021 Jun 30;560:192-198. doi: 10.1016/j.bbrc.2021.05.002. Epub 2021 May 14. PMID: 34000468. 9: Yoshizawa K, Suzuki Y, Nakamura T, Takahashi Y, Makino K, Takahashi H. Differences in the antinociceptive effects of serotonin-noradrenaline reuptake inhibitors via sodium channel blockade using the veratrine test in mice. Neuroreport. 2021 Jun 9;32(9):797-802. doi: 10.1097/WNR.0000000000001658. PMID: 33994525. 10: Tian Y, Chen Z, Huang X, Zhang L, Zhang Z. Evaluation of Botanicals for Management of Piercing-Sucking Pests and the Effect on Beneficial Arthropod Populations in Tea Trees Camellia sinensis (L.) O. Kuntze (Theaceae). J Insect Sci. 2020 Nov 1;20(6):27. doi: 10.1093/jisesa/ieaa101. PMID: 33211857; PMCID: PMC7751187. 11: Sharif AA, Unyah NZ, Nordin N, Basir R, Wana MN, Alapid Ahmad A, Mustapha T, Majid RA. Susceptibility of Toxoplasma gondii to Ethanolic Extract of Tinospora crispa in Vero Cells. Evid Based Complement Alternat Med. 2019 Nov 18;2019:2916547. doi: 10.1155/2019/2916547. PMID: 31827548; PMCID: PMC6885813. 12: Kotoda M, Ino H, Kumakura Y, Iijima T, Ishiyama T, Matsukawa T. Analgesic effects of amiodarone in mouse models of pain. J Pain Res. 2019 Jun 6;12:1825-1832. doi: 10.2147/JPR.S196480. PMID: 31239760; PMCID: PMC6559139. 13: Yoshizawa K, Arai N, Suzuki Y, Nakamura T, Takeuchi K, Sakamoto R, Masuda R. Evaluation of the antinociceptive activities of several sodium channel blockers using veratrine test in mice. Synapse. 2018 Jul 11. doi: 10.1002/syn.22056. Epub ahead of print. PMID: 29993143. 14: Pastore V, Wasowski C, Martin P, Enrique A, Higgs J, Bruno-Blanch LE, Milesi V, Marder M. N-propyl-2,2-diphenyl-2-hydroxyacetamide, a novel α-hydroxyamide with anticonvulsant, anxiolytic and antidepressant-like effects that inhibits voltage-gated sodium channels. Eur J Pharmacol. 2018 Jan 15;819:270-280. doi: 10.1016/j.ejphar.2017.11.048. Epub 2017 Dec 5. PMID: 29217174. 15: Kotoda M, Ishiyama T, Mitsui K, Hishiyama S, Matsukawa T. Neuroprotective effects of amiodarone in a mouse model of ischemic stroke. BMC Anesthesiol. 2017 Dec 8;17(1):168. doi: 10.1186/s12871-017-0459-3. PMID: 29216818; PMCID: PMC5721470. 16: Kaur S, Kaur A, Singh G, Bhatti R. Mercurius solubilis attenuates scopolamine-induced memory deficits and enhances the motor coordination in mice. Int J Neurosci. 2018 Mar;128(3):219-230. doi: 10.1080/00207454.2017.1382494. Epub 2017 Oct 16. PMID: 28929917. 17: Saitoh A, Suzuki S, Soda A, Ohashi M, Yamada M, Oka JI, Nagase H, Yamada M. The delta opioid receptor agonist KNT-127 in the prelimbic medial prefrontal cortex attenuates veratrine-induced anxiety-like behaviors in mice. Behav Brain Res. 2018 Jan 15;336:77-84. doi: 10.1016/j.bbr.2017.08.041. Epub 2017 Aug 31. PMID: 28864205. 18: Singh P, Kaur S, Kaur J, Singh G, Bhatti R. Rational Design of Small Peptides for Optimal Inhibition of Cyclooxygenase-2: Development of a Highly Effective Anti-Inflammatory Agent. J Med Chem. 2016 Apr 28;59(8):3920-34. doi: 10.1021/acs.jmedchem.6b00134. Epub 2016 Apr 6. PMID: 27019010. 19: Suzuki S, Saitoh A, Ohashi M, Yamada M, Oka J, Yamada M. The infralimbic and prelimbic medial prefrontal cortices have differential functions in the expression of anxiety-like behaviors in mice. Behav Brain Res. 2016 May 1;304:120-4. doi: 10.1016/j.bbr.2016.01.044. Epub 2016 Jan 21. PMID: 26802727. 20: Saitoh A, Makino Y, Hashimoto T, Yamada M, Gotoh L, Sugiyama A, Ohashi M, Tsukagoshi M, Oka J, Yamada M. The voltage-gated sodium channel activator veratrine induces anxiogenic-like behaviors in rats. Behav Brain Res. 2015 Oct 1;292:316-22. doi: 10.1016/j.bbr.2015.06.022. Epub 2015 Jun 19. PMID: 26099814.